| 1 | Tue 12 Aug | 16 1-2 v ReadingPortsmouth 1-2 Reading | Carabao Cup First Round |
| 2 | Sat 23 Aug | 16 1-1 v West Bromwich AlbionWest Bromwich Albion 1-1 Portsmouth | Sky Bet Championship |
| 3 | Sat 30 Aug | 161-0 v Preston North EndPortsmouth 1-0 Preston North End | Sky Bet Championship |
| 4 | Sun 14 Sep | 160-0 v SouthamptonSouthampton 0-0 Portsmouth | Sky Bet Championship |
| 5 | Sat 20 Sep | 160-2 v Sheffield WednesdayPortsmouth 0-2 Sheffield Wednesday | Sky Bet Championship |
| 6 | Sat 27 Sep | 16 1-2 v Ipswich TownIpswich Town 2-1 Portsmouth | Sky Bet Championship |
| 7 | Wed 5 Nov | 160-0 v WrexhamPortsmouth 0-0 Wrexham | Sky Bet Championship |
| 8 | Sat 8 Nov | 162-3 v Hull CityHull City 3-2 Portsmouth | Sky Bet Championship |
| 9 | Thu 1 Jan | 16 0-5 v Bristol CityBristol City 5-0 Portsmouth | Sky Bet Championship |
| 10 | Sun 11 Jan | 16 1-4 v ArsenalPortsmouth 1-4 Arsenal | Emirates FA Cup Third Round |
| 11 | Wed 21 Jan | 161-1 v WatfordWatford 1-1 Portsmouth | Sky Bet Championship |
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